3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride

Endpoint summary

Description of key information

LD50 was estimated to be 274 mg/kg bw when rats were orally exposed with 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride.

Key value for chemical safety assessment

Acute toxicity: via oral route

Link to relevant study records

Reference

Endpoint:

acute toxicity: oral

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

Data is predicted using OECD QSAR toolbox version 3.3 and the supporting QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: Estimation

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.3

GLP compliance:

not specified

Test type:

other: not specified

Limit test:

no

Specific details on test material used for the study:

- Name of test material: 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride
- Molecular formula: C8H9Cl3O
- Molecular weight: 227.517
- Smiles notation: O=C([C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)Cl)Cl
- InChl: 1S/C8H9Cl3O/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3
- Substance type: Organic

Species:

rat

Strain:

Crj: CD(SD)

Sex:

male/female

Details on test animals or test system and environmental conditions:

not specified

Route of administration:

oral: gavage

Vehicle:

corn oil

Details on oral exposure:

not specified

Doses:

274 mg/kg bw

No. of animals per sex per dose:

Males, 5; females, 5

Control animals:

not specified

Details on study design:

not specified

Statistics:

not specified

Preliminary study:

not specified

Sex:

male/female

Dose descriptor:

LD50

Effect level:

274 mg/kg bw

Based on:

test mat.

Remarks on result:

other: 50 % mortality observed

Mortality:

not specified

Clinical signs:

other: not specified

Gross pathology:

not specified

Other findings:

not specified

The prediction was based on dataset comprised from the following descriptors: LD50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((("a" or "b" or "c" or "d" or "e" )  and ("f" and ( not "g") )  )  and "h" )  and ("i" and "j" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acid Chlorides by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acyl halide OR Alkenyl halide OR Cycloalkane by Organic Functional groups ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Acyl halide OR Alkenyl halide OR Cycloalkane OR Overlapping groups by Organic Functional groups (nested) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Carbonyl, aliphatic attach [-C(=O)-] OR Chlorine, olefinic attach [-Cl] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] OR Tertiary Carbon by Organic functional groups (US EPA) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Acyl chloride OR Acyl halide OR Carbonic acid derivative OR Carboxylic acid derivative OR CO2 derivative (general) OR Halogen derivative by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules by DPRA Cysteine peptide depletion

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as High reactive OR High reactive >> alpha,beta-carbonyl compounds with polarized multiple bonds OR High reactive >> Isothiazolinone derivatives OR Moderate reactive OR Moderate reactive >> Mono-methacrylic acid esters by DPRA Cysteine peptide depletion

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Bioavailable by Lipinski Rule Oasis ONLY

Domain logical expression index: "i"

Parametric boundary:The target chemical should have a value of log Kow which is >= -2.65

Domain logical expression index: "j"

Parametric boundary:The target chemical should have a value of log Kow which is <= 2.97

Interpretation of results:

Category 3 based on GHS criteria

Conclusions:

LD50 was estimated to be 274 mg/kg bw when rats were orally exposed with 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride.

Executive summary:

In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride. The LD50 was estimated to be 274 mg/kg bw when rats were orally exposed with 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride.

Endpoint conclusion

Endpoint conclusion:

adverse effect observed

Dose descriptor:

LD50

Value:

274 mg/kg bw

Quality of whole database:

Data is Klimisch 2 and from OECD QSAR toolbox

Acute toxicity: via inhalation route

Endpoint conclusion

Endpoint conclusion:

no study available

Acute toxicity: via dermal route

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information

Acute oral toxicity:

In different studies, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride has been investigated for acute oral toxicity to a greater or lesser extent. Often are the studies based on in vivo experiments and estimated data in rodents, i.e. most commonly in rats for 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride along with the study available on structurally similar read across substance Chrysanthemoyl chloride (CAs no 14297-81-5). The predicted data using the OECD QSAR toolbox has also been compared with the experimental studies.

In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride. The LD50 was estimated to be 274 mg/kg bw when rats were orally exposed with 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride.

In another experimental study given by U.S. National Library of Medicine (ChemIDplus A TOXNET DATABASE Lite • Browse • Advanced, 2017) on structurally similar read across substance Chrysanthemoyl chloride, mice were treated with Chrysanthemoyl chloride in the concentration of 160 mg/kg bw orally.50 % mortality observed in mice at 160 mg/kg bw. Therefore, LD50 was estimated to be 160 mg/kg bw when mice were treated with Chrysanthemoyl chloride orally.

Thus, based on the above studies and predictions on 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride and its read across substances, it can be concluded that LD50 value is less than 300 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride can be classified as category III of acute oral toxicity.

Justification for classification or non-classification

Based on the above studies and predictions on 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride and its read across substances, it can be concluded that LD50 value is less than 300 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride can be classified as category III of acute oral toxicity.